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Atomfair Diethyl (2-amino-2-oxoethyl)phosphonate C6H14NO4P CAS 5464-68-6

Diethyl (2-amino-2-oxoethyl)phosphonate (CAS No. 5464-68-6) is a high-purity organophosphorus compound with the molecular formula C6H14NO4P. This versatile reagent is widely utilized in organic synthesis, pharmaceutical research, and material science due to its unique phosphonate and amide functional groups. It serves as a key intermediate in the preparation of α-aminophosphonic acids, peptidomimetics, and bioactive molecules. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for critical applications. Its stability under standard laboratory conditions makes it ideal for long-term storage. Suitable for use in coupling reactions, nucleophilic substitutions, and as a precursor for heterocyclic…

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Description

Diethyl (2-amino-2-oxoethyl)phosphonate (CAS No. 5464-68-6) is a high-purity organophosphorus compound with the molecular formula C6H14NO4P. This versatile reagent is widely utilized in organic synthesis, pharmaceutical research, and material science due to its unique phosphonate and amide functional groups. It serves as a key intermediate in the preparation of α-aminophosphonic acids, peptidomimetics, and bioactive molecules. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for critical applications. Its stability under standard laboratory conditions makes it ideal for long-term storage. Suitable for use in coupling reactions, nucleophilic substitutions, and as a precursor for heterocyclic compounds, this chemical is a valuable asset for researchers developing novel therapeutics or agrochemicals.

Properties

  • CAS Number: 5464-68-6
  • Complexity: 184
  • IUPAC Name: 2-diethoxyphosphorylacetamide
  • InChI: InChI=1S/C6H14NO4P/c1-3-10-12(9,11-4-2)5-6(7)8/h3-5H2,1-2H3,(H2,7,8)
  • InChI Key: QPVCUQOSWAXEOQ-UHFFFAOYSA-N
  • Exact Mass: 195.06604493
  • Molecular Formula: C6H14NO4P
  • Molecular Weight: 195.15
  • SMILES: CCOP(=O)(CC(=O)N)OCC
  • Topological: 78.6
  • Monoisotopic Mass: 195.06604493
  • Synonyms: 5464-68-6, Diethyl (2-amino-2-oxoethyl)phosphonate, 2-diethoxyphosphorylacetamide, Diethyl carbamoylmethylphosphonate, Phosphonic acid, (carbamoylmethyl)-, diethyl ester, diethyl (carbamoylmethyl)phosphonate, Diethyl aminocarbonylmethylphosphonate, MFCD00014805, F0304-0021, diethyl(2-amino-2-oxoethyl)phosphonate, Phosphonic acid, (2-amino-2-oxoethyl)-, diethyl ester, Diethylphosphonoacetamid, Diethylphosphonoacetamide, diethylphosphono-acetamide, (diethoxyphosphoryl)acetamide, 2-(diethylphosphono)acetamide, SCHEMBL2857622, SCHEMBL2872034, DTXSID60280088, QPVCUQOSWAXEOQ-UHFFFAOYSA-N, SMSSF-0042776, NSC15422, NSC-15422, diethyl 2-amino-2-oxoethylphosphonate, AKOS003614392, GS-6295, Diethyl carbamoylmethylphosphonate, 95%, DA-34849, SY116312, CS-0129422, (Carbamoylmethyl)-Phosphonic Acid Diethyl Ester, EN300-155023, F11907

Diethyl (2-amino-2-oxoethyl)phosphonate is primarily employed as a building block in medicinal chemistry for synthesizing phosphonate-based protease inhibitors and antibacterial agents. It facilitates Horner-Wadsworth-Emmons reactions to form α,β-unsaturated carbonyl derivatives. Researchers also utilize it in metal-catalyzed cross-coupling reactions to construct C-P bonds. In material science, it contributes to flame-retardant polymer modifications. Its dual functionality allows simultaneous derivatization at both phosphonate and amide groups.

Safety and Hazards

GHS Hazard Statements

  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

  • P264+P265, P280, P305+P351+P338, and P337+P317

Hazard Classes and Categories

  • Eye Irrit. 2 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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